An aerial view of a coastal area with a lighthouse, a parking lot, and a rocky shoreline.

Search Jamestown Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Jamestown cottages

A two-story building with a balcony, a covered outdoor seating area, and a small dock.

1. Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
Jamestown
10.0 out of 10, Exceptional, (214 reviews)
"We felt like we were at home! Very clean and comfortable home with everything we needed. Communication with the host was flawless. This was my families first trip to Lake Cumberland and it was everything we thought it would be. Beautiful lake! We will definitely be coming back and staying at the Hexagon cottage again."
United States
Joleen
$367 nightly
The price is $404
Sep 1 - Sep 2
Total with taxes and fees
Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay
A covered porch with a blue exterior, a bright green door, and a seating area with a sofa and two side tables.

2. Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.

Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
Jamestown
9.4 out of 10, Exceptional, (31 reviews)
"Great location, very comfortable, and pet friendly. We had friends at the campground behind the house, so it was great to walk over on the path in the back yard. We also checked out the state park and Lily Creek falls. Beautiful area!"
United States
Emily W.
$372 nightly
The price is $410
Aug 30 - Aug 31
Total with taxes and fees
Lake Daze, Blue Cottage <1mile to Jamestown Marina with space to trailer boat.
A cabin surrounded by dense forest, with a gravel path leading to it.

3. Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!

Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
Jamestown
9.8 out of 10, Exceptional, (18 reviews)
"Wonderful place to stay for a few days on the lake with family. "
United States
Lena R.
$456 nightly
The price is $503
Sep 1 - Sep 2
Total with taxes and fees
Harbor Hideway is a cozy, romantic gem minutes away from Jamestown Marina!
A wooden deck with a table and chairs, surrounded by a wooden railing and a view of a forested area.

4. 4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly

4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly
Jamestown
9.6 out of 10, Exceptional, (10 reviews)
"This house was beautiful and perfect for what we needed. "
United States
Shavona M.
$457 nightly
The price is $470
Aug 31 - Sep 1
Total with taxes and fees
4BR Lake Cumberland Cabin - Hot Tub, Fire Pit, Near Boat Ramps, Pet Friendly
A large, two-story house with a wrap-around porch, surrounded by lush green trees.

5. Restful Rustic Farmhouse on Lake Cumberland

Restful Rustic Farmhouse on Lake Cumberland
Jamestown
9.4 out of 10, Exceptional, (16 reviews)
"Our family had an amazing time at this vacation home! We had excellent communication with the owners and the place had everything we needed! Will definitely stay here again! Thank you for a wonderful holiday weekend!"
United States
Dana C.
$637 nightly
The price is $702
Sep 1 - Sep 2
Total with taxes and fees
Restful Rustic Farmhouse on Lake Cumberland
A single-story house with a covered porch, a small deck, and a front yard.

6. Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!

Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
Jamestown
9.8 out of 10, Exceptional, (29 reviews)
"Excellent place to stay."
United States
Jason E.
$513 nightly
The price is $566
Aug 29 - Aug 30
Total with taxes and fees
Cozy Lake Cumberland Retreat with hot tub, just above Jamestown Marina!
A stainless steel Cuisinart grill with four burners, a side burner, and a built-in oven, set against a wooden deck with a view of a leaf-covered park.

7. Peaceful Russell Springs Home w/ Fire Pit & Pond!

Peaceful Russell Springs Home w/ Fire Pit & Pond!
2.0 star property
Russell Springs
$249 nightly
The price is $274
Aug 29 - Aug 30
Total with taxes and fees
Peaceful Russell Springs Home w/ Fire Pit & Pond!
A red rocking chair on a porch with a view of a green landscape.

8. Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY

Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY
Greensburg
10.0 out of 10, Exceptional, (11 reviews)
"Lovely place; clean and spacious. More cost effective than a hotel for our family."
United States
Darin B.
$453 nightly
The price is $497
Aug 30 - Aug 31
Total with taxes and fees
Grandma's Cottage at Garrison Farmstead near Columbia and Greensburg KY
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jamestown Hotel Reviews

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

10/10 Excellent
"Another great stay at Suzanne’s place. This place has become one of our staples when we plan a trip to the Lake. I highly recommend."
Jennifer L. 3-night trip
Posted 1 day ago
Unique Hexagon Cottage Atop Marina · Boat Parking · 3 En Suite Baths · Pets okay

Find out more about Jamestown

Jamestown Cottages information

Number of reviews
329
Accommodation
92 Cottages
Lowest Price
$274
Highest Price
$702

Frequently asked questions

Why book your cottage in Jamestown with Expedia?
We think that a vacay should be a piece of cake, so if you're chasing cottages in Jamestown at an affordable price, Expedia has got your back. Stick to the budget and opt for a wallet-friendly option far from the rush of the city, or splurge on a 5-star cottage to spoil your loved ones.
How can I find cheap cottages in Jamestown?
Expedia is here to help you locate cheap cottages in Jamestown. To book a superb stay in a matter of clicks, simply use our convenient filter tool to refine your search by star rating, amenities and budget.
What is there to do in Jamestown near my cottage?
The ultimate travel accessory is a well-thought-out travel plan. Lake Cumberland State Resort Park is a great place to start your sightseeing in Jamestown.

Explore a world of travel with Expedia